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Ethanol → HCID 72994854, 화합물

HRID 1012200
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HRID 1012200 반응식
[F:1][C:2]([F:26])([F:25])[C:3]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:4]=1[CH2:5][O:6][C:7]1[CH:14]=[CH:13][C:10]([CH:11]=O)=[CH:9][C:8]=1[O:15][CH3:16].[S:27]1[CH2:33][C:31](=[O:32])[NH:30][C:28]1=[S:29].CCO>CCOC(C)=O>[F:1][C:2]([F:25])([F:26])[C:3]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:4]=1[CH2:5][O:6][C:7]1[CH:14]=[CH:13][C:10]([CH:11]=[C:33]2[S:27][C:28](=[S:29])[NH:30][C:31]2=[O:32])=[CH:9][C:8]=1[O:15][CH3:16]
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참가 물질

5

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HCID 702EthanolHCID 1201546RhodanineHCID 113833524-((2,4-BIS(TRIFLUOROMETHYL)BENZYL)OXY)-3-METHOXYBENZALDEHYDE

생성물 1

HCID 72994854HCID 72994854, 화합물수율 23%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

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온도
65 °C

실험 절차

To a flask was added 4-(2,4-bis(trifluoromethyl)benzyloxy)-3-methoxybenzaldehyde from Step A (164 mg, 433 μmol), rhodanine (58 mg, 433 μmol), absolute EtOH (7 mL), and TEA (120 μL, 870 μmol). The reaction solution was allowed to stir at 65° C. for 14 h. The reaction solution was diluted with EtOAc (100 mL), washed with sat. NH4Cl (75 mL×3), dried over Na2SO4, filtered, and concentrated to ⅓ the original volume. The yellow precipitates were isolated by filtration under reduced pressure, washed with EtOAc (50 mL) and Et2O (50 mL) to afford the title compound (47 mg, 23%). 1H NMR (DMSO-d6) δ 13.25 (1H, br s), 7.90 (1H, d, J=8.1 Hz), 7.86 (1H, s), 7.80 (1H, d, J=8.60 Hz), 7.48 (1H, s), 6.99 (1H, dd, J=2.0 Hz, 8.6 Hz), 6.96 (1H, d, J=2.0 Hz), 6.86 (1H, d, J=8.3 Hz), 5.35 (2H, s), 3.88 (3H, s); MS (ESI) 494 (MH+).

후처리

  1. washwashed with sat. NH4Cl (75 mL×3)
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe yellow precipitates
  6. customwere isolated by filtration under reduced pressure
  7. washwashed with EtOAc (50 mL) and Et2O (50 mL)

출처 및 근거

ORD 기록
ord-d3dd81a4a83041b196abb4e52226f1fa
출처 데이터셋
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07977489B2

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